Amino-functionalized Zr(IV) metal-organic framework as bifunctional acid-base catalyst for Knoevenagel condensation was written by Yang, Yang;Yao, Hong-Fei;Xi, Fu-Gui;Gao, En-Qing. And the article was included in Journal of Molecular Catalysis A: Chemical in 2014.SDS of cas: 55490-87-4 This article mentions the following:
The amino-functionalized metal-organic framework of Zr(IV) with 2-aminoterephthalate, UiO-66-NH2, was studied as a solid catalyst for Knoevenagel condensation. The material can efficiently catalyze the condensation reaction of benzaldehyde with Et cyanoacetate or malononitrile in highly polar solvents such as DMF, DMSO and ethanol. The catalytic system has also been tested for various aromatic aldehydes, the conversion easily reaching more than 90% under mild conditions. It was demonstrated that the catalytic process is heterogeneous and shows size effects, characteristic of a porous catalyst. The catalyst can be recycled without losing its framework integrity and catalytic activity. The catalytic activity has been compared with di-Me 2-aminoterephthalate and the isostructural amino-free MOF (UiO-66). The superior performance of UiO-66-NH2 has been attributed to the site-isolated acid-base bifunctional character. It has been proposed that the Zr site in close proximity to the amino group activates aldehydes to promote the formation of aldimine intermediates from the aldehydes and the amino group. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4SDS of cas: 55490-87-4).
2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.SDS of cas: 55490-87-4
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts